| 2. Round | 06/08/1999 | FC Gueugnon | - | AC Ajaccio | 2:2 | ||||
| 3. Round | 12/08/1999 | LB Châteauroux | - | FC Gueugnon | 0:1 | ||||
| 4. Round | 16/08/1999 | FC Gueugnon | - | Louhans-Cuiseaux | 0:1 | ||||
| 5. Round | 20/08/1999 | Toulouse FC | - | FC Gueugnon | 2:0 |  |
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| 24. Round | 25/01/2000 | ES Wasquehal | - | FC Gueugnon | 1:0 | ||||
| 25. Round | 01/02/2000 | FC Gueugnon | - | Chamois Niortais | 2:2 | ||||
| 29. Round | 10/03/2000 | FC Gueugnon | - | ASOA Valence | 0:0 | ||||
| 31. Round | 27/03/2000 | FC Gueugnon | - | US Créteil-Lusitanos | 1:0 | ||||
| 33. Round | 14/04/2000 | Lille OSC | - | FC Gueugnon | 1:1 | |
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| 35. Round | 28/04/2000 | EA Guingamp | - | FC Gueugnon | 0:2 | ||||
| 34. Round | 02/05/2000 | FC Gueugnon | - | Amiens SC | 2:0 |
France